I would have to say....wait till you get him in your scope and try not to pull the trigger. I'm with you on the "different" look. Year before last I had the same dilema, had a tall 4X2 at <50yards twice(and once at 500) and turned him down. Last season shot him, he is a 5X6 hanging on my wall under his big brother from a few years ago. Kinda weird, the older I get the pickier I get. If when you see him in person you believe him to an older deer I would take him, or better yet let one of my children....would be a nice first buck for a youngster.
Courage is just fear that has said it's prayers.
The people trying to say the 2nd Amendment is outdated are probably the same folks that would say the same thing about the Bible.